SCOPUS 정보 검색 플랫폼

Volumn 15, Issue 11, 2014, Pages 1614-1620

Anti-HIV small-molecule binding in the peptide subpocket of the CXCR4:CVX15 crystal structure

(7) Cox, Bryan D a Prosser, Anthony R a Katzman, Brooke M a Alcaraz, Ana A a Liotta, Dennis C a Wilson, Lawrence J a Snyder, James P a

a EMORY UNIVERSITY (United States)

Author keywords

chemokine receptors; computational chemistry; conformational analysis; molecular modeling; NMR spectroscopy

Indexed keywords

8 [(4 AMINOBUTYL)(2 BENZIMIDAZOLYLMETHYL)AMINO] 1,2,3,4 TETRAHYDROQUINOLINE; BENZIMIDAZOLE; BINDING PROTEIN; CHEMOKINE RECEPTOR CXCR4 ANTAGONIST; ANTI HUMAN IMMUNODEFICIENCY VIRUS AGENT; CHEMOKINE RECEPTOR CXCR4; MOLECULAR LIBRARY; N'-((1H-BENZO(D)IMIDAZOL-2-YL)METHYL)-N'-(5,6,7,8-TETRAHYDROQUINOLIN-8-YL)BUTANE-1,4-DIAMINE; PEPTIDE; SINGLE HETEROCYCLIC RINGS;

ARTICLE; CELL MOTILITY; CHEMOTAXIS; COMPARATIVE STUDY; CONFORMATION; CONFORMATIONAL TRANSITION; CRYSTAL STRUCTURE; DRUG DESIGN; DRUG SYNTHESIS; ENERGY COST; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; HUMAN IMMUNODEFICIENCY VIRUS 1 INFECTION; HYDROGEN BOND; MOLECULAR DYNAMICS; MOLECULAR MODEL; NONHUMAN; NUCLEAR MAGNETIC RESONANCE; NUCLEAR OVERHAUSER EFFECT; PRIORITY JOURNAL; PROTEIN STRUCTURE; SITE DIRECTED MUTAGENESIS; STATIC ELECTRICITY; THERMOREGULATION; VIRUS ENTRY; X RAY; ANTAGONISTS AND INHIBITORS; BINDING SITE; CHEMICAL STRUCTURE; CHEMISTRY; DRUG EFFECTS; METABOLISM; MOLECULAR LIBRARY; PHARMACOLOGY; STRUCTURE ACTIVITY RELATION; X RAY CRYSTALLOGRAPHY;

HUMAN IMMUNODEFICIENCY VIRUS 1;

ANTI-HIV AGENTS; BINDING SITES; CRYSTALLOGRAPHY, X-RAY; HETEROCYCLIC COMPOUNDS, 1-RING; MODELS, MOLECULAR; MOLECULAR STRUCTURE; PEPTIDES; RECEPTORS, CXCR4; SMALL MOLECULE LIBRARIES; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 84906557384 PISSN: 14394227 EISSN: 14397633 Source Type: Journal
DOI: 10.1002/cbic.201402056 Document Type: Article

Times cited : (24)

References (46)

1
- 58149332686
- D. Wong, W. Korz, Clin. Cancer Res. 2008, 14, 7975.
- (2008) Clin. Cancer Res. , vol.14 , pp. 7975
- Wong, D.¹ Korz, W.²

2
- 67650992011
- E. H. Huang, B. Singh, M. Cristofanilli, J. Gelovani, C. Wei, L. Vincent, K. R. Cook, A. Lucci, J. Surg. Res. 2009, 155, 231.
- (2009) J. Surg. Res. , vol.155 , pp. 231
- Huang, E.H.¹ Singh, B.² Cristofanilli, M.³ Gelovani, J.⁴ Wei, C.⁵ Vincent, L.⁶ Cook, K.R.⁷ Lucci, A.⁸

3
- 58149089159
- G. Thoma, M. B. Streiff, J. Kovarik, F. Glickman, T. Wagner, C. Beerli, H. G. Zerwes, J. Med. Chem. 2008, 51, 7915.
- (2008) J. Med. Chem. , vol.51 , pp. 7915
- Thoma, G.¹ Streiff, M.B.² Kovarik, J.³ Glickman, F.⁴ Wagner, T.⁵ Beerli, C.⁶ Zerwes, H.G.⁷

4
- 85027927015
- B. Wu, E. Y. Chien, C. D. Mol, G. Fenalti, W. Liu, V. Katritch, R. Abagyan, A. Brooun, P. Wells, F. C. Bi, D. J. Hamel, P. Kuhn, T. M. Handel, V. Cherezov, R. C. Stevens, Science 2010, 330, 1066.
- (2010) Science , vol.330 , pp. 1066
- Wu, B.¹ Chien, E.Y.² Mol, C.D.³ Fenalti, G.⁴ Liu, W.⁵ Katritch, V.⁶ Abagyan, R.⁷ Brooun, A.⁸ Wells, P.⁹ Bi, F.C.¹⁰ Hamel, D.J.¹¹ Kuhn, P.¹² Handel, T.M.¹³ Cherezov, V.¹⁴ Stevens, R.C.¹⁵

5
- 64249173226
- E. De Clercq, Biochem. Pharmacol. 2009, 77, 1655.
- (2009) Biochem. Pharmacol. , vol.77 , pp. 1655
- De Clercq, E.¹

6
- 62449253981
- G. Moyle, E. DeJesus, M. Boffito, R. S. Wong, C. Gibney, K. Badel, R. MacFarland, G. Calandra, G. Bridger, S. Becker, X. A. C. T. S. Team, Clin. Infect. Dis. 2009, 48, 798.
- (2009) Clin. Infect. Dis. , vol.48 , pp. 798
- Moyle, G.¹ Dejesus, E.² Boffito, M.³ Wong, R.S.⁴ Gibney, C.⁵ Badel, K.⁶ Macfarland, R.⁷ Calandra, G.⁸ Bridger, G.⁹ Becker, S.¹⁰ Team, X.A.C.T.S.¹¹

7
- 78651281188
- M. A. Neves, S. Simóes, M. L. Sá e Melo, J. Comput.-Aided Mol. Des. 2010, 24, 1023.
- (2010) J. Comput.-Aided Mol. Des. , vol.24 , pp. 1023
- Neves, M.A.¹ Simóes, S.² Sá Melo E, M.L.³

8
- 77955108676
- S. Pettersson, V. I. Pérez-Nueno, M. P. Mena, B. Clotet, J. A. Esté, J. I. Borrell, J. Teixidó, ChemMedChem 2010, 5, 1272.
- (2010) ChemMedChem , vol.5 , pp. 1272
- Pettersson, S.¹ Pérez-Nueno, V.I.² Mena, M.P.³ Clotet, B.⁴ Esté, J.A.⁵ Borrell, J.I.⁶ Teixidó, J.⁷

9
- 84875862125
- S. Bhattacharya, A. R. Lam, H. Li, G. Balaraman, M. J. Niesen, N. Vaidehi, Proteins Struct. Funct. Bioinf. 2013, 81, 729.
- (2013) Proteins Struct. Funct. Bioinf. , vol.81 , pp. 729
- Bhattacharya, S.¹ Lam, A.R.² Li, H.³ Balaraman, G.⁴ Niesen, M.J.⁵ Vaidehi, N.⁶

10
- 57349105727
- R. S. Wong, V. Bodart, M. Metz, J. Labrecque, G. Bridger, S. P. Fricker, Mol. Pharm. 2008, 74, 1485.
- (2008) Mol. Pharm. , vol.74 , pp. 1485
- Wong, R.S.¹ Bodart, V.² Metz, M.³ Labrecque, J.⁴ Bridger, G.⁵ Fricker, S.P.⁶

11
- 84875625086
- S. R. Mooring, J. Liu, Z. Liang, J. Ahn, S. Hong, Y. Yoon, J. P. Snyder, H. Shim, ChemMedChem 2013, 8, 622.
- (2013) ChemMedChem , vol.8 , pp. 622
- Mooring, S.R.¹ Liu, J.² Liang, Z.³ Ahn, J.⁴ Hong, S.⁵ Yoon, Y.⁶ Snyder, J.P.⁷ Shim, H.⁸

12
- 80051521545
- GPCR Dock 2010 participants
- R. C. Stevens, R. Abagyan
- I. Kufareva, M. Rueda, V. Katritch, GPCR Dock 2010 participants, R. C. Stevens, R. Abagyan, Structure 2011, 19, 1108.
- (2011) Structure , vol.19 , pp. 1108
- Kufareva, I.¹ Rueda, M.² Katritch, V.³

13
- 84859460667
- M. M. Mysinger, D. R. Weiss, J. J. Ziarek, S. Gravel, A. K. Doak, J. Karpiak, N. Heveker, B. K. Shoichet, B. F. Volkman, Proc. Natl. Acad. Sci. USA 2012, 109, 5517.
- (2012) Proc. Natl. Acad. Sci. USA , vol.109 , pp. 5517
- Mysinger, M.M.¹ Weiss, D.R.² Ziarek, J.J.³ Gravel, S.⁴ Doak, A.K.⁵ Karpiak, J.⁶ Heveker, N.⁷ Shoichet, B.K.⁸ Volkman, B.F.⁹

14
- 84871539979
- T. Beuming, W. Sherman, J. Chem. Inf. Model. 2012, 52, 3263.
- (2012) J. Chem. Inf. Model. , vol.52 , pp. 3263
- Beuming, T.¹ Sherman, W.²

15
- 79960691527
- S. P. Kawatkar, M. Yan, H. Gevariya, M. Y. Lim, S. Eisold, X. Zhu, Z. Huang, J. An, Exp. Biol. Med. 2011, 236, 844.
- (2011) Exp. Biol. Med. , vol.236 , pp. 844
- Kawatkar, S.P.¹ Yan, M.² Gevariya, H.³ Lim, M.Y.⁴ Eisold, S.⁵ Zhu, X.⁶ Huang, Z.⁷ An, J.⁸

16
- 84876868095
- C. Zhang, T. Hou, Z. Feng, Y. Li, Curr. Comput.-Aided Drug Des. 2013, 9, 60.
- (2013) Curr. Comput.-Aided Drug Des. , vol.9 , pp. 60
- Zhang, C.¹ Hou, T.² Feng, Z.³ Li, Y.⁴

17
- 42149089443
- V. I. Pérez-Nueno, D. W. Ritchie, O. Rabal, R. Pascual, J. I. Borrell, J. Teixidó, J. Chem. Inf. Model. 2008, 48, 509.
- (2008) J. Chem. Inf. Model. , vol.48 , pp. 509
- Pérez-Nueno, V.I.¹ Ritchie, D.W.² Rabal, O.³ Pascual, R.⁴ Borrell, J.I.⁵ Teixidó, J.⁶

18
- 84887981738
- V. M. Truax, H. Zhao, B. M. Katzman, A. R. Prosser, A. A. Alcaraz, M. T. Saindane, R. B. Howard, D. Culver, R. F. Arrendale, P. R. Gruddanti, T. J. Evers, M. G. Natchus, J. P. Snyder, D. C. Liotta, L. J. Wilson, ACS Med. Chem. Lett. 2013, 4, 1025.
- (2013) ACS Med. Chem. Lett. , vol.4 , pp. 1025
- Truax, V.M.¹ Zhao, H.² Katzman, B.M.³ Prosser, A.R.⁴ Alcaraz, A.A.⁵ Saindane, M.T.⁶ Howard, R.B.⁷ Culver, D.⁸ Arrendale, R.F.⁹ Gruddanti, P.R.¹⁰ Evers, T.J.¹¹ Natchus, M.G.¹² Snyder, J.P.¹³ Liotta, D.C.¹⁴ Wilson, L.J.¹⁵

19
- 0028793933
- D. Cicero, G. Barbato, R. Bazzo, J. Am. Chem. Soc. 1995, 117, 1027.
- (1995) J. Am. Chem. Soc. , vol.117 , pp. 1027
- Cicero, D.¹ Barbato, G.² Bazzo, R.³

20
- 0035957911
- L. O. Gerlach, R. T. Skerlj, G. J. Bridger, T. W. Schwartz, J. Biol. Chem. 2001, 276, 14153.
- (2001) J. Biol. Chem. , vol.276 , pp. 14153
- Gerlach, L.O.¹ Skerlj, R.T.² Bridger, G.J.³ Schwartz, T.W.⁴

21
- 84863780022
- D. Rodríguez, H. Gutiérrez-de-Terán, Proteins Struct. Funct. Bioinf. 2012, 80, 1919.
- (2012) Proteins Struct. Funct. Bioinf. , vol.80 , pp. 1919
- Rodríguez, D.¹ Gutiérrez-De-Terán, H.²

22
- 0000216832
- G. R. Desiraju, Acc. Chem. Res. 1996, 29, 441.
- (1996) Acc. Chem. Res. , vol.29 , pp. 441
- Desiraju, G.R.¹

23
- 0000801362
- G. J. Szasz, N. Sheppard, D. H. Rank, J. Chem. Phys. 1948, 16, 704.
- (1948) J. Chem. Phys. , vol.16 , pp. 704
- Szasz, G.J.¹ Sheppard, N.² Rank, D.H.³

24
- 0033209897
- A. J. Vila-Coro, J. M. Rodríguez-Frade, A. M. De Ana, M. C. Moreno-Ortíz, C. Martínez-A, M. Mellado, FASEB J. 1999, 13, 1699.
- (1999) FASEB J. , vol.13 , pp. 1699
- Vila-Coro, A.J.¹ Rodríguez-Frade, J.M.² De Ana, A.M.³ Moreno-Ortíz, M.C.⁴ Martínez-A, C.⁵ Mellado, M.⁶

25
- 77951100819
- R. T. Skerlj, G. J. Bridger, A. Kaller, E. J. McEachern, J. B. Crawford, Y. Zhou, B. Atsma, J. Langille, S. Nan, D. Veale, J. Med. Chem. 2010, 53, 3376.
- (2010) J. Med. Chem. , vol.53 , pp. 3376
- Skerlj, R.T.¹ Bridger, G.J.² Kaller, A.³ McEachern, E.J.⁴ Crawford, J.B.⁵ Zhou, Y.⁶ Atsma, B.⁷ Langille, J.⁸ Nan, S.⁹ Veale, D.¹⁰

26
- 33746872935
- P. D. Lyne, M. L. Lamb, J. C. Saeh, J. Med. Chem. 2006, 49, 4805.
- (2006) J. Med. Chem. , vol.49 , pp. 4805
- Lyne, P.D.¹ Lamb, M.L.² Saeh, J.C.³

27
- 2442716437
- A. E. Klon, M. Glick, M. Thoma, P. Acklin, J. W. Davies, J. Med. Chem. 2004, 47, 2743.
- (2004) J. Med. Chem. , vol.47 , pp. 2743
- Klon, A.E.¹ Glick, M.² Thoma, M.³ Acklin, P.⁴ Davies, J.W.⁵

28
- 0033576680
- P. S. Charifson, J. J. Corkery, M. A. Murcko, W. P. Walters, J. Med. Chem. 1999, 42, 5100.
- (1999) J. Med. Chem. , vol.42 , pp. 5100
- Charifson, P.S.¹ Corkery, J.J.² Murcko, M.A.³ Walters, W.P.⁴

29
- 84867407438
- J. M. Planesas, V. I. Pérez-Nueno, J. I. Borrell, J. Teixidó, J. Mol. Graphics Modell. 2012, 38, 123.
- (2012) J. Mol. Graphics Modell. , vol.38 , pp. 123
- Planesas, J.M.¹ Pérez-Nueno, V.I.² Borrell, J.I.³ Teixidó, J.⁴

30
- 58149141779
- J. B. Crawford, G. Chen, D. Gauthier, T. Wilson, B. Carpenter, I. R. Baird, E. McEachern, A. Kaller, C. Harwig, B. Atsma, Org. Process Res. Dev. 2008, 12, 823.
- (2008) Org. Process Res. Dev. , vol.12 , pp. 823
- Crawford, J.B.¹ Chen, G.² Gauthier, D.³ Wilson, T.⁴ Carpenter, B.⁵ Baird, I.R.⁶ McEachern, E.⁷ Kaller, A.⁸ Harwig, C.⁹ Atsma, B.¹⁰

31
- 33947427870
- P. Thepchatri, T. Eliseo, D. O. Cicero, D. Myles, J. P. Snyder, J. Am. Chem. Soc. 2007, 129, 3127.
- (2007) J. Am. Chem. Soc. , vol.129 , pp. 3127
- Thepchatri, P.¹ Eliseo, T.² Cicero, D.O.³ Myles, D.⁴ Snyder, J.P.⁵

32
- 84873087758
- L. Roumen, D. J. Scholten, P. de Kruijf, I. J. P. de Esch, R. Leurs, C. de Graaf, Drug Discovery Today Technol. 2012, 9, e 281.
- (2012) Drug Discovery Today Technol. , vol.9
- Roumen, L.¹ Scholten, D.J.² De Kruijf, P.³ De Esch, I.J.P.⁴ Leurs, R.⁵ De Graaf, C.⁶

33
- 13044272912
- V. Sobolev, A. Sorokine, J. Prilusky, E. E. Abola, M. Edelman, Bioinformatics 1999, 15, 327.
- (1999) Bioinformatics , vol.15 , pp. 327
- Sobolev, V.¹ Sorokine, A.² Prilusky, J.³ Abola, E.E.⁴ Edelman, M.⁵

34
- 0029878720
- W. Humphrey, A. Dalke, K. Schulten, J. Mol. Graphics 1996, 14, 33.
- (1996) J. Mol. Graphics , vol.14 , pp. 33
- Humphrey, W.¹ Dalke, A.² Schulten, K.³

35
- 84940298224
- 9.2 ed., New York, NY
- L. Schrodinger, 9.2 ed., New York, NY, 2011.
- (2011)
- Schrodinger, L.¹

36
- 0034606466
- H. Tamamura, A. Omagari, S. Oishi, T. Kanamoto, N. Yamamoto, S. C. Peiper, H. Nakashima, A. Otaka, N. Fujii, Bioorg. Med. Chem. Lett. 2000, 10, 2633.
- (2000) Bioorg. Med. Chem. Lett. , vol.10 , pp. 2633
- Tamamura, H.¹ Omagari, A.² Oishi, S.³ Kanamoto, T.⁴ Yamamoto, N.⁵ Peiper, S.C.⁶ Nakashima, H.⁷ Otaka, A.⁸ Fujii, N.⁹

37
- 49449090514
- Maestro 2.1 ed., New York, NY
- Maestro, Schrodinger LLC, 2.1 ed., New York, NY, 2009.
- (2009) Schrodinger LLC

38
- 84940277496
- Version 12.5, Advanced Chemistry Development, Inc., Toronto, ON, Canada
- ACD/pKa, Version 12.5, Advanced Chemistry Development, Inc., Toronto, ON, Canada, http://www.acdlabs.com/, 2012.
- (2012) ACD/pKa

39
- 12144289984
- R. A. Friesner, J. L. Banks, R. B. Murphy, T. A. Halgren, J. J. Klicic, D. T. Mainz, M. P. Repasky, E. H. Knoll, M. Shelley, J. K. Perry, J. Med. Chem. 2004, 47, 1739.
- (2004) J. Med. Chem. , vol.47 , pp. 1739
- Friesner, R.A.¹ Banks, J.L.² Murphy, R.B.³ Halgren, T.A.⁴ Klicic, J.J.⁵ Mainz, D.T.⁶ Repasky, M.P.⁷ Knoll, E.H.⁸ Shelley, M.⁹ Perry, J.K.¹⁰

40
- 84940222816
- Agilent (Varian), 6.1C ed., Palo Alto, CA, 2001
- Agilent (Varian), 6.1C ed., Palo Alto, CA, 2001.

41
- 84940285258
- MestReNova, M. Research, version 8.1.2, 2013
- MestReNova, M. Research, version 8.1.2, 2013.

42
- 84940275421
- Prime, Schrodinger LLC, 9.9 ed., New York, NY, 2011
- Prime, Schrodinger LLC, 9.9 ed., New York, NY, 2011.

43
- 33646510833
- C. E. Hand, F.-I. Auzanneau, J. F. Honek, Carbohydr. Res. 2006, 341, 1164.
- (2006) Carbohydr. Res. , vol.341 , pp. 1164
- Hand, C.E.¹ Auzanneau, F.-I.² Honek, J.F.³

44
- 33846212271
- P. C. Hawkins, A. G. Skillman, A. Nicholls, J. Med. Chem. 2007, 50, 74.
- (2007) J. Med. Chem. , vol.50 , pp. 74
- Hawkins, P.C.¹ Skillman, A.G.² Nicholls, A.³

45
- 20844457125
- A. Nicholls, N. E. MacCuish, J. D. MacCuish, J. Comput.-Aided Mol. Des. 2004, 18, 451.
- (2004) J. Comput.-Aided Mol. Des. , vol.18 , pp. 451
- Nicholls, A.¹ Maccuish, N.E.² Maccuish, J.D.³

46
- 0001109246
- J. A. Grant, M. Gallardo, B. T. Pickup, J. Comput. Chem. 1996, 17, 1653.
- (1996) J. Comput. Chem. , vol.17 , pp. 1653
- Grant, J.A.¹ Gallardo, M.² Pickup, B.T.³

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.